Skip to Content
MilliporeSigma
All Photos(2)

Key Documents

View All Documentation

220019

Sigma-Aldrich

3-Indoleglyoxylic acid

98%

Synonym(s):

NSC 71954

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C10H7NO3
CAS Number:
1477-49-2
Molecular Weight:
189.17
EC Number:
216-029-9
MDL number:
MFCD00005625
UNSPSC Code:
12352100
PubChem Substance ID:
24853160
NACRES:
NA.22

assay

98%

form

solid

mp

217 °C (dec.) (lit.)

functional group

carboxylic acid
ketone

Storage temp.

2-8°C

SMILES string

OC(=O)C(=O)c1c[nH]c2ccccc12

InChI

1S/C10H7NO3/c12-9(10(13)14)7-5-11-8-4-2-1-3-6(7)8/h1-5,11H,(H,13,14)

InChI key

DWLVFWDCSFTDOD-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

Chemiluminescence (CL) intensity of 3-indoleglyoxylic acid has been measured[1].

Application

3-Indoleglyoxylic acid was used in the synthesis of oxazinin-1, -2 and -3[2].
  • Reactant for synthesis of fenbufen and ethacrynic acid derivatives
  • Reactant for preparation of glyoxyl analogs of indole phytoalexins as anticancer agents
  • Reactant for synthesis of tertiary amides
  • Reactant for preparation of fuconojirimycin derivatives as inhibitors of α-Fucosidases
  • Reactant for total synthesis of oxazinin-3 from 3-indoleglyoxylic acid via an intramolecular addition/cyclization reactions

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BGBB6911
BGBB3490
1421968
02925LE

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

J Bai et al.
Rapid communications in mass spectrometry : RCM, 10(7), 839-844 (1996-01-01)
Three structurally related compounds, 4-hydroxy-33-methoxyphenylpyruvic acid (HMPPA), indole-3 pyruvic acid (IPA), and indole-3-glyoxylic acid have been evaluated as matrix-assisted laser desorption/ionization (MALDI) matrices. HMPPA and IPA were found to be effective matrices for MALDI-MS analysis of proteins and peptides and
Synthetic studies towards oxazinins. An expedient first total synthesis and proof of the absolute stereochemistry of oxazinin-3.
Couladouros EA, et al.
Tetrahedron Letters, 45(41), 7779-7781 (2004)
Manabu Nakazono et al.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry, 19(1), 123-127 (2003-02-01)
The chemiluminescence (CL) intensities of various indole derivatives substituted with a glyoxylyl group at the 3-position and a hydroxyl group at the 5-position of the indole ring were compared upon the addition of H2O2 in alkaline media. The CL intensities

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service